AVAILABILITY CALENDAR
VIEW THE WHOLE YEAR AT A GLANCE
CLICK HERE to see all openings for your dates
USA TOLL FREE
UK FREE PHONE
DE FREE PHONE

10 Picks for Anna Maria Island Cottages

Known for its breathtaking beaches and laid-back atmosphere, Anna Maria Island is one of Florida’s most well-kept secrets. Tourists and locals alike love the small-town feel of the island, meaning you don’t have to fight for a spot on the gorgeous white sand. While you’re choosing your Anna Maria Island resort, one of the most luxurious rental options is a cottage. As the industry leader for rental properties on Anna Maria Island, we are happy to offer you the ideal cottage to suit your needs.

Redfish Cottage

For a romantic getaway with your sweetheart, our 1-bedroom, 1-bathroom Redfish Cottage is perfect. You’re just a five minute walk from the town, giving you access to all the local food and activities. The shared deck offers a picturesque view, and you can take advantage of your own deep water dock for fishing, giving you a fresh dinner or a fun way to spend the evening.

Palm Isle Bungalow

You and your loved one will adore Palm Island Bungalow, a cozy 1-bed, 1-bath option just across the street from the beach. Your spiral staircase leads to an ideal view of the water, and inside, your fully stocked kitchen, grand windows, and participation in our Professional Linen Program will put you in the lap of luxury.

Sunny Side Up

A great option for families, Sunny Side Up suits six people between two bedrooms, and there are two bathrooms to share. The private location on the north end is just far enough to give you space, yet close enough to walk into the town for sightseeing and dinner. Enjoy your evenings on your open deck or grilling up some delicious food on your charcoal grill.

Turtle Cove

Turtle Cove offers the ultimate experience for the whole family. It has two bedrooms and two bathrooms to accommodate six people. There is a TV in each room and an XBOX gaming system if you want to stay indoors. When you want to venture out, you’re just a five minute walk from the beach and shops. Finally, take advantage of your own heated pool!

Low Tide

Your party of four will love Low Tide, a Gulf front cottage with “Old Florida” charm. Amenities such as cable TV, wireless Internet, and laundry facilities inside your rental will make you feel right at home. This rental is an ideal budget option that doesn’t sacrifice comfort.

Island Escape

Island Escape is a 2-bed, 2-bath property that is sure to please with its private heated pool and close proximity to the beach. You’ll love our Professional Linen Service Program, saving you the hassle of lugging your own linens and towels. The island style décor adds the perfect touch to your Anna Maria Island getaway.

Beachside Bungalow

If you’re planning an extended stay, Beachside Bungalow is the cottage for you. You’re only a minute away from the free trolley, taking you anywhere you want to explore on the island. The home is private and secluded, so you can enjoy amenities like your heated pool and lush landscaping.

Island Hideaway

Just a two minute walk from the beach, Island Hideaway remains secluded while putting you close to the action. This cottage is part of our Professional Linen Service Program, and you also have luxurious amenities such as a private heated pool, laundry facilities inside, and a stainless steel gas grill.

Palm Isle Village

This 1-bed, 1.5-bath property at Palm Isle Village is ideal for heading to the beach in a hurry. Less than 600 feet from the shore, you can get outside in an instant. You can also easily walk to the shops and restaurants, so everything you need is within reach. For an additional fee, you’re also welcome to bring your dog!

High Tide

High Tide is a 2-bed, 2-bath property that allows you a stunning view of the Gulf. The open floor plan and comfortable furnishings help you relax, and the fully equipped kitchen and washer/dryer complete this luxurious property.

Other Anna Maria Rentals

Anna Maria Island beach cottages offer the perfect combination of luxury and comfort. Ready to visit the island? Contact us today for more information on the area and to book your rental. We take pride in being the leader in vacation rentals on Anna Maria Island.


  Best of Lists   

Recommended Rentals

1 & 2 Bedroom Vacation Rentals

Beachfront Vacation Rentals

Dog Friendly Vacation Rentals

FacebookTwitterYouTube Trip Advisor